2,3,4,6-TETRA-O-BENZYL-BETA-D-GLUCOPYRANOSYL CYANIDE

Base Information

• Chemical Name: 2,3,4,6-TETRA-O-BENZYL-BETA-D-GLUCOPYRANOSYL CYANIDE
• CAS No.: 85422-85-1
• Molecular Formula: C35H35 N O5
• Molecular Weight: 549.667
• Mol file: 85422-85-1.mol

Synonyms:2,3,4,6-TETRA-O-BENZYL-BETA-D-GLUCOPYRANOSYL CYANIDE;2,3,4,6-TETRA-O-BENZYL-SS-D-GLUCOPYRANOSYL CYANIDE

Chemical Property of 2,3,4,6-TETRA-O-BENZYL-BETA-D-GLUCOPYRANOSYL CYANIDE

Chemical Property:

• PSA: 69.94000
• LogP: 6.25038

Purity/Quality:

98% ^*data from raw suppliers

2,3,4,6-TETRA-O-BENZYL-BETA-D-GLUCOPYRANOSYL CYANIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,4,6-TETRA-O-BENZYL-BETA-D-GLUCOPYRANOSYL CYANIDE

There total 12 articles about 2,3,4,6-TETRA-O-BENZYL-BETA-D-GLUCOPYRANOSYL CYANIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

trimethylsilyl cyanide (7677-24-9) + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (74808-09-6) → 1-Deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl cyanide (85422-85-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; at 0 ℃; for 1.5h;

Reference yield: 48.0%

trimethylsilyl cyanide (7677-24-9) + propane-1,3-diyl 2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranosyl phosphate → 1-Deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl cyanide (85422-85-1) + 2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-ido-heptononitrile (71119-79-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1016/S0957-4166(01)00305-6

Reference yield: 37.0%

1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose (80300-30-7) + trimethylsilyl cyanide (7677-24-9) → 1-Deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl cyanide (85422-85-1)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃;

DOI:10.1039/c6ra21839c

upstream raw materials:

trimethylsilyl cyanide

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

2,3,4,6-tetra-O-benzyl-D-glucopyranosyl fluoride

dimethyl aluminium ⁽¹⁺⁾; cyanide

Downstream raw materials:

C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)formamidoxime

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol

2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose

2-(β-D-glucopyranosyl)-4(5)-phenylimidazole